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    Chemistry

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    Also known as: 65243-33-6, Cefetamet pivoxyl, Globocef, Cefyl, Cefetamet pivaloyloxymethyl ester, F6xa85n260
    Molecular Formula
    C20H25N5O7S2
    Molecular Weight
    511.6  g/mol
    InChI Key
    DASYMCLQENWCJG-XUKDPADISA-N
    FDA UNII
    F6XA85N260
    Cefyl
    Cefetamet Pivoxil is the pivalate ester prodrug form of cefetamet, a semi-synthetic, beta-lactamase-stable, third-generation cephalosporin with antibacterial activity. After oral administration of cefetamet pivoxil, the ester bond is cleaved, releasing active cefetamet.
    1 2D Structure

    Cefyl

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2,2-dimethylpropanoyloxymethyl (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
    2.1.2 InChI
    InChI=1S/C20H25N5O7S2/c1-9-6-33-16-12(23-14(26)11(24-30-5)10-7-34-19(21)22-10)15(27)25(16)13(9)17(28)31-8-32-18(29)20(2,3)4/h7,12,16H,6,8H2,1-5H3,(H2,21,22)(H,23,26)/b24-11-/t12-,16-/m1/s1
    2.1.3 InChI Key
    DASYMCLQENWCJG-XUKDPADISA-N
    2.1.4 Canonical SMILES
    CC1=C(N2C(C(C2=O)NC(=O)C(=NOC)C3=CSC(=N3)N)SC1)C(=O)OCOC(=O)C(C)(C)C
    2.1.5 Isomeric SMILES
    CC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)/C(=N\OC)/C3=CSC(=N3)N)SC1)C(=O)OCOC(=O)C(C)(C)C
    2.2 Other Identifiers
    2.2.1 UNII
    F6XA85N260
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 7-(2 (2-aminothiazol-4-yl)-2-(methoxyimino)acetamido)-3-desacetoxyceph-3-em-4-carboxylic Acid Pivaloyloxymethyl Ester

    2. Cefetamet Pivaloyloxymethyl Ester

    3. Cefetamet Pivoxyl

    4. Ro 15-8075

    5. Ro-15-8075

    2.3.2 Depositor-Supplied Synonyms

    1. 65243-33-6

    2. Cefetamet Pivoxyl

    3. Globocef

    4. Cefyl

    5. Cefetamet Pivaloyloxymethyl Ester

    6. F6xa85n260

    7. 2,2-dimethylpropanoyloxymethyl (6r,7r)-7-[[(2z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

    8. 5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid,7-[[(2z)-(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-3-methyl-8-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl Ester, (6r,7r)-

    9. Unii-f6xa85n260

    10. Cefatamet Pivoxil

    11. Ncgc00181788-01

    12. Schembl74256

    13. Cefatamet Pivoxil [mi]

    14. Chembl4303443

    15. Dasymclqenwcjg-xukdpadisa-

    16. Dtxsid40110016

    17. Chebi:135812

    18. Cefetamet Pivoxil [who-dd]

    19. Zinc34027229

    20. Cefditoren Impurity 3, Cefetamet Pivoxil

    21. Ro-15-8075

    22. 7-(2 (2-aminothiazol-4-yl)-2-(methoxyimino)acetamido)-3-desacetoxyceph-3-em-4-carboxylic Acid Pivaloyloxymethyl Ester

    23. 243c336

    24. (7r)-7beta-[(2-aminothiazol-4-yl)(methoxyimino)acetylamino]-3-methylcepham-3-ene-4-carboxylic Acid Pivaloyloxymethyl Ester

    25. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-(((2-amino-4-thiazolyl)(methoxyimino)acetyl)amino)-3-methyl-8-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl Ester, (6r-(6.alpha.,7.beta.(z)))-

    26. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-(((2-amino-4-thiazolyl)(methoxyimino)acetyl)amino)-3-methyl-8-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl Ester, (6r-(6alpha,7beta(z)))-

    27. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-(((2z)-(2-amino-4-thiazolyl)(methoxyimino)acetyl)amino)-3-methyl-8-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl Ester, (6r,7r)-

    2.4 Create Date
    2005-08-08
    3 Chemical and Physical Properties
    Molecular Weight 511.6 g/mol
    Molecular Formula C20H25N5O7S2
    XLogP33.3
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count12
    Rotatable Bond Count10
    Exact Mass511.11954050 g/mol
    Monoisotopic Mass511.11954050 g/mol
    Topological Polar Surface Area216 Ų
    Heavy Atom Count34
    Formal Charge0
    Complexity933
    Isotope Atom Count0
    Defined Atom Stereocenter Count2
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count1
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Anti-Bacterial Agents

    Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)

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